Condo holiday rentals in Healdsburg

The image showcases a scenic view of the Silverado Resort grounds, featuring well-maintained grassy areas and a sparkling pool surrounded by trees. The backdrop includes distant mountains and a clear blue sky, providing a tranquil outdoor setting.

4.99 out of 5 average rating, 485 reviews

Silverado! Luxe 1BR King Suite This View! Balcony

Apartment with views! Top floor Silverado Resort true 1 bedroom (not studio), 1ba 676 sq. ft. w/ rare mountain views from balcony, living and dining rooms. Wood burning fireplace. *Price incl tax. Walk to pool, market, dining, lounge at mansion. Modern appliances, ready for your relaxation. Luxurious fine Italian linens from Frette on King bed. Just like a 5-star hotel. Roku streaming,Directv Hang out or walk in relaxing grounds! La-Z-Boy queen sofabed, Aug 2025. Free L2 EV chargers nearby.

The exterior of a private cottage is displayed, featuring a inviting entrance framed by shrubs and trees. Sunlight filters through the branches, casting a warm glow on the cottage dimensions. A pathway leads to the door, complementing the landscaped surroundings.

4.94 out of 5 average rating, 121 reviews

Casa Vina at Silverado Resort and Spa | Fireplace

Welcome to Casa Vina! Located in one of the best locations at Silverado, close to the HOA pool, Grill and baked goods from the Market, this end unit cottage has golf course and mountain views, a wood burning fireplace and no one upstairs. Updated with mid-century West Elm furniture, 55" TV, enlarged shower, Casper Mattress, stainless steel kitchenette and Keurig coffee maker, this is one of the nicest junior suites at Silverado. Discounted spa day passes available for purchase, when available.

A modern living space is displayed with a sectional sofa adorned with decorative pillows. A rectangular coffee table is centered on a subtle area rug, while a round mirror adds depth to the room. The open layout connects to a kitchen area featuring sleek cabinetry and bar seating.

4.99 out of 5 average rating, 123 reviews

Serene 1 BR Condo at Silverado Resort

Calming, relaxing, and stylish, this newly-remodeled 2nd floor condo at Silverado Resort is modern, serene, and peaceful. It’s perfect for a couple's celebration, a special birthday, or a quiet place to stay after enjoying one of the many events hosted at this famed property! Blending urban sophistication with Wine Country charm, this exquisite condo features upscale amenities, 100% bamboo linens, a posh sleeper sofa, two fireplaces, and a premium King size mattress for next level sleep bliss.

The open-concept kitchen features modern appliances, including a microwave and oven, complemented by a large island with seating. Natural light floods the space, which seamlessly connects to the living area, revealing views of the outdoor patio through oversized windows.

4.93 out of 5 average rating, 136 reviews

Fairways Silverado Golf and Country

Our condo is located in the heart of world-renowned wine country. Featuring stunning views of the Silverado golf course, it is the perfect place for anyone looking to relax in luxury. The spacious living area and fully-equipped kitchen has everything you need to cook up delicious meals. The beds are cozy & comfortable. Whether you're a golf enthusiast or a wine lover, this condo is the perfect place to stay for adults or families. ~I host another condo that sleeps 6 in this same complex~

A wooden tray is positioned on a round table, featuring a bottle of Mumm Napa sparkling wine alongside a single glass. A small vase holds vibrant flowers, and a white bowl contains colorful macarons. The background features a softly lit bedroom with a large bed.

4.86 out of 5 average rating, 126 reviews

Beautiful Premium Jr Suite, Silverado Resort & Spa

Nested in in the heart of Napa Valley, located at the beautiful exclusive Silverado Resort and Country Club you will find this privately owned comfortable studio, one bath suite. Perfect for a romantic getaway, a Napa Valley wedding, a trip to the Wine Country, a business convention, or just looking to relax, this cozy one bedroom suite will not disappoint. If you're here for business or pleasure, this centrally located condo in Mansion Estates will work perfect for one or two people.

A calm swimming pool area is surrounded by trees and lounge chairs, creating a peaceful retreat. An umbrella provides shade for relaxation, while the water's gentle turquoise hue reflects the greenery above. The pool area is enclosed by a low fence, enhancing privacy.

4.87 out of 5 average rating, 253 reviews

♥Luxe 2BR, 2 patios, pool, 10 Min To Dwtn/wineries

Right on the golf course in a private, gated community! We are 200 Ft from a gorgeous pool which is open during the summer, and about a 3 minute drive to the main clubhouse. We also just put in new hardwood floors, and fully remodeled the kitchen and baths in 2019. 3-7 Night Minimum Stay, based on season. Perfect location in the heart of Napa's wine country. This home is nestled in the famous Silverado Resort, just minutes from Napa's famous wineries and downtown restaurants.

4.9 out of 5 average rating, 181 reviews

2 bed I Silverado Resort & Spa in Napa - Wine Town

Stay in the center of Napa Valley at this first class resort in a beautiful fully upgraded 2 bed (1 bed is a queen bed out of a sleeper sofa) 1 bath condo at Silverado Resort & Spa. Minutes from world class wineries and five star restaurants. Amenities include association pool, cocktail lounge, restaurants, pizza lounge, coffee lounge & market all on the grounds for your use! Unwind at the end of each day on your own private balcony with views of the grounds and mountains.

An open concept living and dining area showcases wooden flooring and a spacious dining table surrounded by woven chairs. A comfortable seating space features a large rug and a bright blue accent chair. Large glass doors offer views of the outdoor area with greenery.

4.95 out of 5 average rating, 110 reviews

Wine Country Living at it's best at Silverado CC

Wine Country living at its best. Make yourself at home in this stunning getaway just steps from the 5th green on the storied North Course at the famed Silverado Resort and Country Club. Two master suites with queen beds and en suites plus open concept living/dining/kitchen make this super for sharing with friends. Every imaginable amenity within reach. Experience world-class dining options or stay in and enjoy the cozy chef's kitchen with spectacular outdoor dining.

4.95 out of 5 average rating, 162 reviews

Silverado Resort Dual Suite golf course villa

Villa provides 2 similar bedroom suites each with private baths and closet areas. Suite 1 has a King Bed and two single bunk beds with access to rear patio and view of the Silverado golf course. Suite 2 includes courtyard views, King bed ,single Day Bed with single trundle, shower with shaving tub/toddler tub. Living and dining area is bright and airy with Skylight, vaulted ceilings and a pass through kitchen. Minimum Stay is one (3) Night stay. Per HOA rules.

A private patio features a swinging egg chair, capable of seating at least two people, surrounded by lush bamboo and a grassy area. Outdoor lights can be seen, complementing the serene atmosphere, while a pyramid heater provides warmth for cooler evenings.

4.99 out of 5 average rating, 91 reviews

Spacious&PeacefulOasis!Beautiful!PerfectlyLocated!

✨✨ Welcome to Your Modern Napa Stay! ✨✨ Discover the perfect blend of luxury and comfort in our stunning 2 bed, 2 bath spacious space. This contemporary retreat features stylish decor, an open-concept living space, ideal for relaxing after a day of exploring the beautiful wineries and vibrant culinary scene. Whether you're here for a romantic getaway, a trip with friends, or a family vacay, our modern Napa retreat offers everything you need for a memorable stay!

A living area features a bright orange sofa adorned with decorative cushions, complemented by a matching armchair. A geometric patterned rug anchors the space under a dark coffee table. Natural light flows through large windows, illuminating framed art on the walls and a tall green plant in the corner.

4.97 out of 5 average rating, 243 reviews

Downtown Napa Unit A - Walk to Everything

Napa City Certified Vacation Rental Permit #VR16-0058, Napa Business License #26075 - Villa Murialdo in the Heart of Charming Napa, directly across from the the entrance to the Napa River Walk! Choosing the right accommodation in the heart of Napa means you are close to absolutely everything you want to experience during your stay. Villa Murialdo is within walking distance of world famous restaurants and a short drive from the renowned wineries.

4.79 out of 5 average rating, 270 reviews

1 bed | 1 bath | Silverado Resort Experience

Enjoy the Napa Valley lifestyle at Silverado Resort. Well appointed 1 bed 1 full bath studio condo is a wonderful base to enjoy all wine country has to offer. Flat screen tv, complimentary cable and wifi. Gorgeous private balcony. King bed & even a kitchenette! Pool is nearby. Silverado Market is just a few steps away and offers coffee, sandwiches, breakfast and a small selection of groceries. Cheers!

Popular amenities for Healdsburg condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A three-story building is framed by lush greenery, featuring multiple balconies that overlook the expansive lawn. The architecture includes white railings and gabled roofs, creating a harmonious blend with the surrounding landscape.

4.84 out of 5 average rating, 57 reviews

WorldMark Windsor, CA

A spacious outdoor pool is surrounded by loungers under shade umbrellas. The adjacent buildings feature balconies and well-maintained greenery. Blue skies and fluffy clouds add to the inviting atmosphere of the resort.

4.5 out of 5 average rating, 4 reviews

2Bdm Condo Windsor WM Resort#4

The exterior of the condo showcases well-maintained landscaping, featuring green lawns and blooming trees. A pathway leads through the grassy area, with comfortable seating arrangements visible on the patio in front of the units.

4.67 out of 5 average rating, 18 reviews

Remodeled 2BR Golf Course View | Patio | Pool

The exterior of a multi-level resort building is shown, featuring a blend of wood and stucco design. Spacious balconies and porches are visible on upper and lower levels. Lush green lawns surround the property, with pathways leading to the entrance.

5 out of 5 average rating, 5 reviews

Windsor Resort 2bdr Queen

An entrance to the estate cave is framed by vibrant blooming flowers and lush greenery. The arched doorway, featuring intricate ironwork, is set against a stone facade, inviting guests to explore the Trinitas Tasting Room. Clear blue skies provide a bright backdrop.

5 out of 5 average rating, 3 reviews

Wine Country Luxury studio suite

A grand mansion is surrounded by tall palm trees, set against a backdrop of rolling hills. The stately building features large windows and a classic exterior, with well-manicured lawns and vibrant landscaping enhancing its elegant presence.

4.7 out of 5 average rating, 219 reviews

Romantic Stay Silverado Napa

An outdoor patio area features a cozy fire pit surrounded by lounge seating and elegant landscaping. Vineyards are visible in the background, complementing the serene atmosphere of the resort. Soft lighting highlights the gathering spaces, creating an inviting environment for relaxation.

4.82 out of 5 average rating, 104 reviews

Napa Luxury Resort King Studio (5)

A dining area features a round table with two upholstered chairs, complementing the warm tones of the space. Modern pendant lights hang above, illuminating the well-equipped kitchen in the background. Large glass doors provide a view to the outdoors, enhancing the open feel of the layout.

4.97 out of 5 average rating, 32 reviews

2B/2B - Mansion Cottages Silverado

Pet-friendly condo rentals

Condo in Cobb

New! Rouge Cobb Mountain Hotel - Cabin 3

Condo in Vallejo

Bright & Cozy Condo@ Downtown

Luxury Napa Getaway | Golf Views + King Bed

A private patio area is furnished with two rattan chairs and a small table, creating a cozy outdoor seating arrangement. Sliding glass doors lead into a brightly lit living space, blending indoor and outdoor areas seamlessly.

4.68 out of 5 average rating, 37 reviews

Serene Napa Retreat w/ Pool Access & Patio!

A spacious living area is highlighted by a dining table accommodating six, with modern light fixtures above. A patterned armchair and a soft couch offer comfortable seating options. Large windows allow natural light to fill the room, complemented by neutral wall tones and tasteful artwork.

4.97 out of 5 average rating, 65 reviews

Cozy 3 Beds/2 Ba - Silverado

A well-lit bathroom features a modern mirror framed in textured silver. A sleek white countertop is adorned with various toiletries alongside a roll of paper towels. Bright overhead lights illuminate the space, enhancing the clean, simple design.

Private room in Vallejo

4.67 out of 5 average rating, 3 reviews

Cozy fully furnished condo near waterfront.

5 out of 5 average rating, 3 reviews

Elegant Napa Retreat | Luxe Beds & Prime Location

Condo in Cobb

New! Rouge Cobb Mountain Hotel - Cabin 5

Condo rentals with a pool

The living room features a spacious layout with comfortable seating, including a leather sofa and a light-colored sectional. A large TV is mounted on a wooden media console beside a natural gas fireplace. Large glass doors offer access to views of the outdoor area.

4.99 out of 5 average rating, 90 reviews

Winter Escape: Luxe 2BR at Silverado w/ Fire Pit

A modern living room features a sleek gray sofa paired with a glass coffee table on a light area rug. Subtle wall accents and a cozy fireplace enhance the space, while large windows allow natural light to fill the room.

4.99 out of 5 average rating, 249 reviews

Chic 1 BR Condo Par Excellence at Silverado Resort

A modern living space is featured with a cozy fireplace set against a light-colored wall. A wall-mounted TV is positioned above a wooden shelf. Natural light is welcomed through a nearby window, illuminating a comfortable armchair and textured poufs on the wooden floor.

4.99 out of 5 average rating, 141 reviews

Winter Retreat: Luxe 2BR with Golf Course View

A modern kitchen features white cabinetry and a light countertop, complemented by two hanging pendant lights. A round table with a marble top and wicker chairs invites dining. Sliding glass doors open to a patio, enhancing the indoor-outdoor connection.

4.98 out of 5 average rating, 182 reviews

Cozy Winter Escape • King Bed & Patios

New place to stay

Silverado Retreat- Your Napa Sanctuary

The resort's charming exterior features a blend of vibrant yellow and orange buildings surrounded by lush greenery. A mixture of textured plants and grasses fills the landscape, creating a serene environment. Balconies are visible on the upper levels, providing additional outdoor space.

5 out of 5 average rating, 3 reviews

1BR-Resort--Pool--Relaxing vibe--Views--Amenities+

4.99 out of 5 average rating, 210 reviews

Winter Escape in Napa: King Bed • Pool • Balcony

Superhost

An outdoor pool is surrounded by lounge chairs and shaded areas, with a large tree providing a natural focal point. The pool's calm water reflects the soft colors of the sky at dusk, creating a serene atmosphere.